Stadium: Court 2 Round: 44 Ground: Hardcourt outdoor
| ITF M25 Idanha-A-Nova | 2023/08/28 09:45 | Max Cunat v Andre Stewart | 6-3,6-2 |
| ITF M25 Idanha-A-Nova | 2023/08/27 12:00 | Dhruva Mulye v Andre Stewart | 2-6,0-6 |
| ITF M25 Idanha-A-Nova | 2023/08/20 10:00 | Hugo Soares v Andre Stewart | 7-6,6-1 |
| ITF M25 Porto | 2023/07/23 16:30 | Andre Stewart v Artiom Dorofeev | 2-6,6-0,7-10 |
| ITF M25 Portimao | 2023/03/14 11:50 | Tomas C Abasolo v Andre Stewart | 6-0,6-2 |
| ITF M25 Portimao | 2023/03/13 16:40 | Andre Stewart v Thomas George Brun | 6-4,6-2 |
| ITF M25 Portimao | 2023/03/12 13:00 | Keanu Elias Immler v Andre Stewart | 4-6,0-6 |
| ITF M25 Quinta Do Lago | 2023/03/08 13:15 | Andre Stewart v Maurus Malgiaritta | 4-6,2-6 |
| ITF M25 Quinta Do Lago | 2023/03/05 16:00 | Pijus Vaitiekunas v Russell Henderson | 6-2,6-4 |
| ITF M25 Sintra | 2022/09/11 09:00 | Afonso Portugal v Russell Henderson | 6-2,2-6,5-10 |
| ITF M15 Castelo Branco | 2021/07/26 08:30 | Russell Henderson v Robin Bertrand | 2-6,2-6 |
| ITF M15 Castelo Branco | 2021/07/25 08:30 | Simao Alves v Russell Henderson | 4-6,5-7 |
| ITF M15 Almada | 2021/07/04 12:00 | Russell Henderson v Terence Das | 1-6,0-6 |
| ITF M25 Vale Do Lobo | 2021/03/07 12:00 | Russell Henderson v Gianmarco Amatiste | 6-3,2-6,7-10 |
| ITF M25 Vale Do Lobo | 2021/02/21 16:30 | Max Westphal v Russell Henderson | 6-1,6-2 |
| ITF M25 Vale Do Lobo | 2020/10/25 12:30 | Jaimee Floyd Angele v Russell Henderson | 6-3,6-4 |